After the summer crowds are gone, take the pace of life down a few notches and discover the magic of a San Juan Island fall itinerary. Immerse yourself in everything this enchanting island has to offer, from colorful hikes to art and farm-fresh dining.
With a palette of vibrant foliage, crisp air, and fewer visitors, autumn is the perfect time to explore this idyllic island. Savor the San Juans, a fall celebration of food, farms, and films, is a fantastic way to experience the islands’ bounty and culture.
With this itinerary, travel throughout the island, from hiking and whale watching to farm stays and wine tasting. Touring the island offers the chance to take in its natural beauty while learning some of its history too. The easiest way to get around the island is by car, but if you prefer a more eco-friendly and fun way to move about, try out a moped or electric bike from Suzie’s Moped Rentals
Fall San Juan Island Itinerary
Attend a Fall Event
Time your visit for September through November to enjoy Savor the San Juans, which spans San Juan, Orcas, and Lopez islands. Expect farm-to-table dinners, winery open houses, and more. Many events take place during October, making it a festive month to visit the island.
- San Juan Island Farm Tours: Enjoy fun for all ages as you immerse yourself in local agriculture. From educational classes to cider pressing to children’s activities, there’s something for everything.
- San Juan Island Oktoberfest: Hosted by the San Juan Island Brewing Company, this lively celebration features food, artisan beer, and music typically held in late September.
- Friday Harbor Film Festival: Cozy up and watch independent films.
- San Juan Island Farmers Market: Find this cornucopia of goodies at the historic Brickworks community center, only two blocks from the ferry landing in Friday Harbor. Open every Saturday, April-October.
Day 1
Take a Hike
Kick off your first day with a breathtaking hike at Young Hill. The crisp autumn air creates a refreshing backdrop as you climb through the forests of bigleaf maple, red alder, and Pacific madrone. The reward? Sweeping panoramic views encompassing San Juan Island, Canada’s Gulf Islands, Vancouver Island, and beyond, all ablaze with fall colors. Pack your jacket and a thermos filled with a warm beverage to enjoy at the summit.
Head to the west side of the island for another great stop in any San Juan Island itinerary, Lime Kiln Point State Park. Located on the rocky cliffs overlooking the Salish Sea, the park is home to the historic and picturesque Lime Kiln Lighthouse and has more than a mile of forested trails. It is also a popular viewing spot for whale watching from land. Although orcas and other whales can be seen year-round, October is a great time to see humpbacks, so keep your eyes peeled! A Discover Pass is required at all state parks.
Enjoy Lunch and Wine Tasting
Head into Friday Harbor and stop by Bakery San Juan for a sourdough pizza or deli sandwich made to order before embarking on an afternoon of wine tasting. Madrone Cellars specializes in minimal intervention wines and sparkling ciders that reveal the island’s terroir. At Archipelago Beverage Company, you enjoy a customized tasting experience that makes wine approachable for everyone. Outside of Friday Harbor, sample wines made with estate-grown grapes in a scenic setting at San Juan Vineyard.
Take a Farm Tour
Afterward, immerse yourself in island life with a visit to a local farm. During Savor the San Juans each fall, many local farms open their doors to visitors for a behind-the-scenes look. At Saturn’s Return, connect with the land and the people who cultivate it while learning about sustainable practices. Meet the resident alpacas at Krystal Acres, learn about sheep and fiber arts at Amaro Farm, and much more. Please note farm locations are subject to change each year, so check the farm tours website for current information.
Dine and Stroll the Waterfront
Savor the flavors that define San Juan Island and dine at the local restaurants. Treat yourself to a delicious, Italian-inspired dinner featuring local ingredients at Vinny’s restaurant. Whether you are in the mood for fresh seafood or pasta marina, this restaurant serves it all with casual elegance. Afterward, do as the locals do and stroll along the waterfront, enjoying the leisurely pace of island time.
Day 2
For your second day, start your morning like an islander at Rocky Bay Cafe. Located in the heart of Friday Harbor on Spring Street, a hearty portion of your classic breakfast fare can be found inside this colorful diner.
Two Ways to See Whales
In Friday Harbor, get an introduction to whales at The Whale Museum. The ethos of the Whale Museum centers around promoting the conservation of whales, specifically the resident Orca pods, and the Salish Sea ecosystem, through engaging exhibits and educational programs. Learn about these majestic creatures through interactive displays, and listen to their story, the troubles they face, and the triumphs, such as when a new calf is born into a struggling pod.
If adventure is more your thing, you can embark on a whale-watching tour. While orcas can be seen year-round, fall in the San Juans is a prime time to spot humpback whales. With a little luck, you can witness these incredible creatures breach, spy hop, and glide effortlessly through the water, creating an unforgettable experience. Local tour operators provide knowledgeable guides and comfortable boats. Be sure to pack your binoculars and wear warm, waterproof clothing during this season.
Also See: Guide to Whale Watching in Washington
Explore Roche Harbor
Across the island from Friday Harbor, this tiny community is the perfect place to enjoy a slower pace. Explore the historic resort at Roche Harbor, stroll through the marina, and browse local shops. For lunch, stop into Lime Kiln Cafe, which sits on the warf over the harbor. This casual spot is open year-round and serves up clam chowder alongside salads, soups, and burgers. After you’re done, stretch your legs by meandering through the nearby San Juan Sculpture Garden.
Visit an Art Museum
Next, make your way back to Friday Harbor. If you have time, visit the San Juan Islands Museum of Art (SJIMA). This museum showcases the works of talented local and regional artists. Explore a variety of mediums, including painting, sculpture, and photography, gaining insight into the culture and life of these islands.
Enjoy Dinner at the Coho
End the day with an upscale meal at the popular and inviting Coho Restaurant. The seasonal menu highlights fresh, locally sourced ingredients, and each dish is prepared from scratch. Indulge in a four-course tasting menu of seafood dishes, imbibe with a handcrafted cocktail like their “New” Old Fashioned, or ask your server about the latest trending cocktail, for their menu changes with the season. A tantalizing vegetarian option is available as well.
Day 3 (Optional)
With so much to see and do on San Juan Island in fall, you’ll probably want a third day to explore. Start your morning with a coffee at the neighborhood hangout, the Crow’s Nest, situated down a darling alley off Spring Street.
Take in Fall Foliage and History at American Camp
Fortified with some caffeine, head to the southern tip of the island to visit American Camp. Hike the trails leading around the historic buildings amidst the prairie grass and overlooking the Haro Strait. These once housed U.S. soldiers during the U.S./British occupation known as the Pig War. For a deeper dive into this famous standoff, visit the San Juan Historical Museum.
Remember to grab hiking boots and binoculars because this area is also a prime bird-watching spot with over 200 species of migratory birds residing here. While exploring American Camp, listen for the distinctive high-pitched calls of black oystercatchers or scan the prairie fields for soaring raptors such as the peregrine falcon or northern harrier.
Lunch & Depart
Wrap up your fall weekend on San Juan Island with lunch at Mike’s Cafe & Wine Bar. This charming, plant-based cafe in Friday Harbor offers an extensive wine list featuring selections from the San Juan Islands and beyond. Pair your chosen wine with a delicious wild mushroom tartine or salad. The menu also boasts sweet potato tacos and veggie bowls made from locally sourced ingredients, helping to support local farmers and agriculture. Before you catch your ferry back to the mainland, stretch your legs by exploring some of the local shops near the ferry terminal.
Where to Stay
Roche Harbor Resort: Located on the island’s north side, this historic resort offers a luxurious waterfront escape with stunning views and a variety of amenities, including on-site dining, shopping, and recreational activities.
Island Inn 123 West: The Island Inn is a great home base for your San Juan island fall getaway. Perched along the hillside and directly across from the ferry landing, it’s close to shops, restaurants, and attractions.
Saturn’s Return: A unique farm stay perfect for guests who love to get up close and personal with the island’s bounty.
Know Before You Go
The most common form of travel to this chain of islands is aboard a Washington State ferry. The ferry schedule changes come fall. If traveling with a vehicle, be sure to check available times and book your reservation in advance (don’t forget to book a return trip!). Board the ferry in Anacortes (about 90 minutes north of Seattle), and from the moment it sets sail, consider your trip a scenic mini-cruise. The voyage to San Juan Island takes about an hour, sometimes stopping at Orcas Island or Lopez Island. Stroll the deck, inhale the briny sea air, and preserve your memories with photos from the deck. Fall brings variable weather, so pack layers and waterproof boots or shoes for hiking.
Ferry Travel Tip: Reservations are for vehicles only. Walk-on passengers and those bringing bicycles can buy a ticket online or pay when you arrive. A vehicle reservation is not a ticket and has no cost unless you don’t show up. Reservation holders should arrive 45-60 minutes ahead of your reserved sailing time. Learn more about Washington’s ferry routes.
About the Author
MaryRose Denton is a freelance travel writer who grew up in Seattle and now calls Anacortes her home. She enjoys writing about local culture, PNW history, and the state’s rich agriculture along with sustainability and wellness adventures. Her work can be seen in Seattle Refined, Edible Seattle, NW Travel & Life, Irish Independent, Wander With Wonder, and her blog, MerakiTravels.org.
Featured image credit: Robert Harrison